METHOD FOR THE PREPARATION OIF INTERMEDIARY COMPOUNDS OF CARBACYCLIN

摘要

Process for the preparation of bicyclic ketones containing protected hydroxy groups of the general formula I $ (8) $ wherein R1 represents the residue -CH2OR2 where R2 is benzyl, dimethyl-tert-butylsilyl, diphenyl-tert-butylsilyl, dimethylphenylsilyl , tribenzylsilyl or tetrahydropyranyl, $ (4) $ which R2 has the same definition as above, R4 is hydrogen or methyl and R5 a saturated alkyl radical or not, linear or branched, unsubstituted or substituted with atoms fluorine, chlorine, 1,2-methylene, 1,1-trimethylene or methoxy or is a radical CH2-X-aryl, wherein X is a CH2 or oxygen and aryl, a phenyl rest or heterocyclic may be substituted by methyl, methoxy, fluorine, chlorine, bromine or a trifluromethyl radical or $ (4) $ with R2, R4, R5 as defined above, and R3 has the meaning given for R2 and is identical or different from R 2 or together with R2 the group $ (4) $ wherein R6 and R7 identical or different represent hydrogen, alkyl, cycloalkyl. It is characterized by reacting a keto acid containing protected hydroxy groups of formula II $ (6) $ with a triphenyl (phényliminovinylidène) -phosphorane then with alcohols. The carbacyclins obtained as intermediates represent starting compounds for the preparation of prostacyclin, pharmaceutically active.